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Chesterfield Court House Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chesterfield Court House vacation rentals

A marina with docked boats, a covered structure, and a forested hillside in the background.

1. A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond
9.4 out of 10, Exceptional, (249 reviews)
"We had a great stay! Perfect get away for our anniversary. It had everything we needed and was super quiet with a great view. Thank you Captain Ron, for an amazing experience "
United States
Allison K.
$188 nightly
The price is $215
Oct 22 - Oct 23
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
A wooden deck with a table and chairs, surrounded by potted plants and a wooden fence.

2. Newly finished basement suite in Midlothian. Very clean and spacious.

Newly finished basement suite in Midlothian. Very clean and spacious.
Midlothian
10.0 out of 10, Exceptional, (6 reviews)
"Cute place. Very spacious and clean. Great communication. Would definitely stay again. Thank you!"
United States
Jeannie C.
$197 nightly
The price is $227
Oct 26 - Oct 27
Total with taxes and fees
Newly finished basement suite in Midlothian. Very clean and spacious.
A corner building with large windows and a black awning.

3. RVA Arts District near VCU MCV

RVA Arts District near VCU MCV
Downtown Richmond
9.6 out of 10, Exceptional, (28 reviews)
"Lovely place. Very clean and easy check in. The host is great and accommodating. I will definitely stay here again!"
United States
Yvonne V.
RVA Arts District near VCU MCV
A room with a fireplace, a mirror above it, and two leather chairs.

4. Nest & Rest | Private Studio | Free Parking

Nest & Rest | Private Studio | Free Parking
Fan District
9.8 out of 10, Exceptional, (46 reviews)
"Host was gracious and responsive, and the location was amazing! "
United States
Kelly M.
$133 nightly
The price is $148
Oct 20 - Oct 21
Total with taxes and fees
Nest & Rest | Private Studio | Free Parking
A spacious living area with a high ceiling, a staircase, and a dining area with modern furniture.

5. Game Room + Yard: Updated House in Chester!

Game Room + Yard: Updated House in Chester!
3.0 star property
Chester
$304 nightly
The price is $346
Oct 15 - Oct 16
Total with taxes and fees
Game Room + Yard: Updated House in Chester!
A grand lobby with a large Christmas tree, marble columns, and a red carpeted floor.

6. A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Richmond
9.6 out of 10, Exceptional, (126 reviews)
"Great alternative to a house or hotel"
United States
Ashley Jo P.
$188 nightly
The price is $215
Oct 22 - Oct 23
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
A living room with a sofa, coffee table, TV, and a door with a 'No Smoking' sign.

7. The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (6 reviews)
"The most beautifully finished cottage! Host very responsive!! Loved it."
United States
Stephanie S.
$206 nightly
The price is $209
Oct 18 - Oct 19
Total with taxes and fees
The Birdhouse - Cozy Cottage Retreat in Richmond
A corner building with large windows and a black awning.

8. 402 Heart of the Arts in Downtown RVA near MCV VCU Convention Center

402 Heart of the Arts in Downtown RVA near MCV VCU Convention Center
Downtown Richmond
9.4 out of 10, Exceptional, (16 reviews)
"I have to thank"
United States
Katya
402 Heart of the Arts in Downtown RVA near MCV VCU Convention Center
A corner building with large windows and a black awning.

9. City Arts District in Downtown VCU MCV

City Arts District in Downtown VCU MCV
Downtown Richmond
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay! Walkable shops around. Will definitely stay here again."
United States
Yvonne V.
$179 nightly
The price is $205
Oct 18 - Oct 19
Total with taxes and fees
City Arts District in Downtown VCU MCV
A rural landscape with a dirt path, grassy areas, and a building with a green roof.

10. Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.
Chesterfield
10.0 out of 10, Exceptional, (7 reviews)
"Quiet and Cozy. Beautiful scenery, great walking trails. Host was extra accomdating with check-in and out process. Would definitely visit again "
United States
G H.
$243 nightly
The price is $279
Oct 19 - Oct 20
Total with taxes and fees
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.
A bedroom with a bed, a TV, and built-in shelving with decorative items.

11. Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (25 reviews)
"Would stay again!"
United States
Amir D.
$105 nightly
The price is $120
Oct 15 - Oct 16
Total with taxes and fees
Magnolias, a chill out place.
A reception desk with a computer, a telephone, and a small plant.

12. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Petersburg VA
10.0 out of 10, Exceptional, (4 reviews)
"Clean rooms with quick service!"
United States
Anonymous traveler
$69 nightly
The price is $76
Oct 15 - Oct 16
Total with taxes and fees
2 Queen Beds | Non-Smoking, Micfridge
A gray sectional sofa with patterned cushions, a white door, decorative wall art, a window with blinds, and a small table with a lamp.

13. The Fan Comfort Stay near VCU Free Parking Fenced Yard

The Fan Comfort Stay near VCU Free Parking Fenced Yard
Fan District
9.6 out of 10, Exceptional, (31 reviews)
"Very convenient location, and great communication!"
United States
Katelyn F.
$180 nightly
The price is $200
Oct 18 - Oct 19
Total with taxes and fees
The Fan Comfort Stay near VCU Free Parking Fenced Yard
A modern living room with a sofa, a dining table, and a large plant.

14. Modern Apartment- Walk to Convention Center- Deck-Street Parking

Modern Apartment- Walk to Convention Center- Deck-Street Parking
Downtown Richmond
9.0 out of 10, Wonderful, (7 reviews)
"Alex was super communicative and the apartment was exactly as advertised. Would absolutely recommend!"
United States
Nicholas S.
$283 nightly
The price is $324
Oct 18 - Oct 19
Total with taxes and fees
Modern Apartment- Walk to Convention Center- Deck-Street Parking
A modern kitchen with stainless steel appliances, a white countertop, and pendant lighting.

15. Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom
Downtown Richmond
8.6 out of 10, Excellent, (35 reviews)
"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "
United States
Dillon D.
$306 nightly
The price is $327
Oct 19 - Oct 20
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
A bedroom with a bed, a window with blinds, a door, and a carpeted floor.

16. River City Modern Retreat

River City Modern Retreat
Manchester
$203 nightly
The price is $231
Oct 18 - Oct 19
Total with taxes and fees
River City Modern Retreat
A calm lake with a dock and a small building, surrounded by trees.

17. MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.2 out of 10, Wonderful, (16 reviews)
"So much fun!! Excellent host! Very informative. Loved the privacy and being on the water. The bed was super comfortable and the fireplace (electric) kept us warm and cozy. It was such a unique thing to do and we will be back!"
United States
Jane
$243 nightly
The price is $277
Oct 16 - Oct 17
Total with taxes and fees
MV GiaMaria
A dock area with boats, a covered seating area, and a sign indicating no trespassing for boat owners and guests only.

18. Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (9 reviews)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
$263 nightly
The price is $299
Oct 15 - Oct 16
Total with taxes and fees
Cookie B
A round table with a dark surface, surrounded by four beige chairs with metal legs. There is a potted plant on the table.

19. Cozy 2-bedroom apartment in beautiful Fan District

Cozy 2-bedroom apartment in beautiful Fan District
Fan District
8.0 out of 10, Very good, (4 reviews)
"Check in was quick and easy. Our host communicated everything we needed to make the stay seamless. The apartment was very clean and had everything we needed to be comfortable. Location was perfect. Walkable to Careytown with fun shopping and plenty of places to eat. We so enjoyed the stay!"
United States
Dorothy A S.
$239 nightly
The price is $273
Nov 9 - Nov 10
Total with taxes and fees
Cozy 2-bedroom apartment in beautiful Fan District
A hotel room with a bed, a desk, a television, a kitchenette, and a small bathroom.

20. 1 Queen Bed | Smoking, Kitchen

1 Queen Bed | Smoking, Kitchen
Laurel
10.0 out of 10, Exceptional, (5 reviews)
$54 nightly
The price is $62
Oct 16 - Oct 17
Total with taxes and fees
1 Queen Bed | Smoking, Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield Court House Hotel Reviews

Linden Row Inn

Linden Row Inn

10/10 Excellent
"Great historic property!"
Kimberley 1-night trip
Posted 13 hours ago
Linden Row Inn

Find out more about Chesterfield Court House

Everything you need to know about Chesterfield Court House vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield Court House vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield Court House vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield Court House vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield Court House. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterfield Court House in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield Court House rentals

At Expedia, we put the best Chesterfield Court House vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield Court House rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield Court House vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield Court House. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Chesterfield Court House?

Yes, we have vacation rentals close to the most popular attractions in Chesterfield Court House, or you can select a more secluded option if you want a relaxing place to stay. Chesterfield Court House is known for its museums.

What are some of the best vacation rentals that Chesterfield Court House has to offer?

Spacious 4-bedroom house in awesome Midlothian with AC: Visitors like this Chesterfield Court House vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What’s there to see and do in Chesterfield Court House?

Enjoy the area's cultural attractions such as Swift Creek Mill Theatre, or get outdoors into nature at a spot like Maymont Park. While here, Pocahontas State Park and Castlewood are other places worth a visit.

What’s a vacation rental in Chesterfield Court House like?

A vacation rental is a private property you can book for a long or short time in Chesterfield Court House. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for small groups.